oxytocin, Phe(2)-Orn(8)-
Basic information
- CAS
2480-41-3- Standard SMILES
CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](N)C=S)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CS)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCN)C(=O)NCC(N)=O- InChIKey
BSYJBXQZRHPHRD-OVCMMVBBSA-N- Molecular formula
- C42H65N13O11S2
- Average molar mass
- 992.2 g/mol
- Monoisotopic mass
- 991.43679229
Overview
RN given refers to all (L)-isomer
Names & identifiers
- Preferred name
- oxytocin, Phe(2)-Orn(8)-
- IUPAC
- (2S)-N-[(2S)-4-amino-1-[[(2R)-1-[(2S)-2-[[(2S)-5-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxopentan-2-yl]carbamoyl]pyrrolidin-1-yl]-1-oxo-3-sulfanylpropan-2-yl]amino]-1,4-dioxobutan-2-yl]-2-[[(2S,3S)-2-[[(2S)-2-[[(2R)-2-amino-3-sulfanylidenepropanoyl]amino]-3-phenylpropanoyl]amino]-3-methylpentanoyl]amino]pentanediamide
- English name
- (PHE2,ORN8)-OXYTOCIN
- Molecular formula
- C42H65N13O11S2
- Molecular weight
- 992.18
Names & synonyms
Oxytocin, phe(2)-orn(8)-2-Phe-8-orn-oxytocinPOOTOxytocin, phenylalanyl(2)-ornithine(8)-DTXSID20179500RefChem:169165DTXCID101019912480-41-3PI Ornipressin(2S)-N-[(2S)-4-amino-1-[[(2R)-1-[(2S)-2-[[(2S)-5-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxopentan-2-yl]carbamoyl]pyrrolidin-1-yl]-1-oxo-3-sulfanylpropan-2-yl]amino]-1,4-dioxobutan-2-yl]-2-[[(2S,3S)-2-[[(2S)-2-[[(2R)-2-amino-3-sulfanylidenepropanoyl]amino]-3-phenylpropanoyl]amino]-3-methylpentanoyl]amino]pentanediamideOxytocin, 2-L-phenylalanine-8-L-ornithine-SCHEMBL15512342
Show more names
[Phe2,Orn8]OT(Phe2,Orn8)OT(PHE2,ORN8)-OXYTOCIN[PHE2,ORN8] VASOTOCIN(PHE2,ILE3,ORN8)-VASOPRESSINCYS-PHE-ILE-GLN-ASN-CYS-PRO-ORN-GLY-NH22-L-Phenylalanine-8-L-ornithine-oxytocinH-CYS-PHE-ILE-GLN-ASN-CYS-PRO-ORN-GLY-NH2(Phe?,Orn?)-Oxytocin trifluoroacetate salt
Properties
Computed structural properties
- XLogP
- -4
- Topological polar surface area
- 438 Ų
- Hydrogen bond donors
- 13
- Hydrogen bond acceptors
- 15
- Rotatable bonds
- 30
- Heavy atoms
- 68
- Formal charge
- 0
- Complexity
- 1,820
Physicochemical properties
- Boiling point
- 1536.7 · 1536.7±65.0 °C(Predicted)
- Density
- 1.27 · 1.270±0.06 g/cm3(Predicted)
- storage temp.
- -15 °C · -15°C
- pka
- 12.82 · 12.82±0.70(Predicted)
- form
- Solid
- color
- White to off-white
- Sequence
- 2 · Cys-Phe-Ile-Gln-Asn-Cys-Pro-{Orn}-Gly-NH2 (Disulfide bridge: Cys1-Cys6)
Chemistry & industry
Applications
Uses(Phe2,Orn8)-Oxytocin is a selective V1 vasopressin agonist. (Phe2,Orn8)-Oxytocin induces a sustained contractility of rabbit epididymis with EC50 value of 280 nM[1].
Suppliers
Loading…
Open inquiries
Loading…
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…